1-Acetoxy-3-(acetoxymethoxy)carbonyl-2,2,5,5-tetramethylpyrrolidine

Base Information

• Chemical Name: 1-Acetoxy-3-(acetoxymethoxy)carbonyl-2,2,5,5-tetramethylpyrrolidine
• CAS No.: 439858-40-9
• Molecular Formula: C14H23NO6
• Molecular Weight: 301.34
• ChEMBL ID: CHEMBL74012
• DSSTox Substance ID: DTXSID70404410
• Mol file: 439858-40-9.mol

Synonyms:439858-40-9;1-ACETOXY-3-(ACETOXYMETHOXY)CARBONYL-2,2,5,5-TETRAMETHYLPYRROLIDINE;acetyloxymethyl 1-acetyloxy-2,2,5,5-tetramethylpyrrolidine-3-carboxylate;DACPy;CHEMBL74012;DTXSID70404410;AKOS025295329;AB17371;FT-0661059

Chemical Property of 1-Acetoxy-3-(acetoxymethoxy)carbonyl-2,2,5,5-tetramethylpyrrolidine

Chemical Property:

• Vapor Pressure: 2.6E-05mmHg at 25°C
• Boiling Point: 358.2°C at 760 mmHg
• Flash Point: 170.4°C
• PSA: 82.14000
• Density: 1.16g/cm³
• LogP: 1.34530
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 301.15253745
• Heavy Atom Count: 21
• Complexity: 443

Purity/Quality:

98%min ^*data from raw suppliers

1-Acetoxy-3-(acetoxymethoxy)carbonyl-2,2,5,5-tetramethylpyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCOC(=O)C1CC(N(C1(C)C)OC(=O)C)(C)C
• Uses: 1-Acetoxy-3-(acetoxyMethoxy)carbonyl-2,2,5,5-tetraMethylpyrrolidine is an acyl-protected hydroxylamine used as a spin label generator for EPR brain imaging.

Technology Process of 1-Acetoxy-3-(acetoxymethoxy)carbonyl-2,2,5,5-tetramethylpyrrolidine

There total 2 articles about 1-Acetoxy-3-(acetoxymethoxy)carbonyl-2,2,5,5-tetramethylpyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

acetoxymethyl bromide (590-97-6) + 1-acetoxy-3-carboxy-2,2,5,5-tetramethylpyrrolidine → DACPy (439858-40-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1021/jm0105169

Reference yield:

1-hydroxy-3-carboxy-2,2,5,5-tetramethylpyrrolidine (96623-58-4) → DACPy (439858-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / tetrahydrofuran / 18 h / 20 °C

2: 65 percent / triethylamine / dimethylformamide / 18 h / 20 °C

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm0105169

upstream raw materials:

acetoxymethyl bromide

1-hydroxy-3-carboxy-2,2,5,5-tetramethylpyrrolidine

Refernces